Microwave assisted reactions of some azaheterocylic compounds

Molecules. 2009 Jan 15;14(1):403-11. doi: 10.3390/molecules14010403.

Abstract

A fast, general, environmentally friendly and facile method for preparation of five- and six-membered ring diazaheterocylic salts under microwave irradiation is presented. The N-alkylation reactions of imidazole, pyrimidine, pyridazine and phthalazine have been studied. The microwaves remarkably accelerated these N-alkylations, the reaction times decreased dramatically, the reaction conditions were milder, the consumed energy decreased considerably and the amount of solvents used was reduced substantially. Consequently, the microwave assisted alkylation of N-containing heterocycles could be considered eco-friendly. In some cases, under MW irradiation the yields are also higher. A comparative study of microwave vs. classical conditions (liquid solvents) has been done. Twelve new diazaheterocylic salts of potential practical interest were obtained.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Combinatorial Chemistry Techniques
  • Heterocyclic Compounds* / chemical synthesis
  • Heterocyclic Compounds* / chemistry
  • Imidazoles / chemistry
  • Microwaves*
  • Molecular Structure
  • Phthalazines / chemistry
  • Pyridazines / chemistry
  • Pyrimidines / chemistry
  • Salts* / chemical synthesis
  • Salts* / chemistry
  • Solvents / chemistry
  • Thiamine / analogs & derivatives

Substances

  • Heterocyclic Compounds
  • Imidazoles
  • Phthalazines
  • Pyridazines
  • Pyrimidines
  • Salts
  • Solvents
  • imidazolethiamine
  • Thiamine